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地菍甲素 A-F,来自地菍的新型具有强 DPPH 自由基清除活性的黄酮醇。

Dysosmaflavonoid A-F, new flavonols with potent DPPH radical scavenging activity from Dysosma versipellis.

机构信息

Co-construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of P. R. China, Henan University of Chinese Medicine, Zhengzhou 450046, People's Republic of China; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, People's Republic of China.; Henan Research Center for Special Processing Technology of Chinese Medicine, Zhengzhou 450046, People's Republic of China.

Co-construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of P. R. China, Henan University of Chinese Medicine, Zhengzhou 450046, People's Republic of China; School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, People's Republic of China.

出版信息

Fitoterapia. 2023 Apr;166:105440. doi: 10.1016/j.fitote.2023.105440. Epub 2023 Feb 1.

DOI:10.1016/j.fitote.2023.105440
PMID:36736596
Abstract

Six new flavonols, including four glucosylated flavonols (dysosmaflavonoid A-D), one phenylpropanoid-substituted flavonol (dysosmaflavonoid E), and one phenyl-substituted flavonol (dysosmaflavonoid F), together with five known analogues, were isolated from the roots and rhizomes of Dysosma versipellis. Their structures were elucidated by comprehensive analysis of their NMR, IR, UV, HRESIMS, and HPLC data. The antioxidant activities of all isolated compounds were examined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. Compounds 2, 3, 5-8, and 12 exhibited significant DPPH scavenging capacity with IC values of 33.95, 39.02, 31.17, 32.79, 31.85, 30.48, and 23.75 μM, respectively, in comparison with Trolox (IC, 15.80 μM). Compound 12 displayed more potent DPPH radical scavenging activity than prenylated and (or) glucosided derivatives (2-4, or 10). The preliminary structure-activity relationship showed that the catechol structure in flavonol is essential for DPPH radical scavenging effect.

摘要

从八角莲的根和根茎中分离得到了 6 个新的类黄酮,包括 4 个葡萄糖基化的类黄酮(地奥司玛黄酮 A-D)、1 个苯丙素取代的类黄酮(地奥司玛黄酮 E)和 1 个苯取代的类黄酮(地奥司玛黄酮 F),以及 5 个已知类似物。通过对其 NMR、IR、UV、HRESIMS 和 HPLC 数据的综合分析,确定了它们的结构。通过 2,2-二苯基-1-苦基肼(DPPH)自由基清除实验,对所有分离得到的化合物进行了抗氧化活性测试。化合物 2、3、5-8 和 12 对 DPPH 自由基具有显著的清除能力,IC 值分别为 33.95、39.02、31.17、32.79、31.85、30.48 和 23.75 μM,与 Trolox(IC,15.80 μM)相比。与苯丙素取代的(或)葡萄糖基化衍生物(2-4 或 10)相比,化合物 12 对 DPPH 自由基的清除活性更强。初步的结构-活性关系表明,类黄酮中的儿茶酚结构对于 DPPH 自由基清除效果至关重要。

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